I created lists, searched virtual markets and was able to skip trace all of these for free...or so I thought.

Quote from @Garrett Brown: Quote from @John Underwood: Nothing that paying for a 3rd party app to automate functions will fix.If I had to pick something it would be getting higher occupancy rates.Overall things are great.I'm definitely not an app developer so no worries about me making one that can help.

Yes, I use the free built in Vrbo dynamic pricing and really like it. 

I’m worried about: - Liability if the tenant decides to take legal action

But anyone who considers themselves a GC for hire, it's a bit odd they wouldn't first get their ducks in a row, it's quite easy.If it was me, I wouldn't worry about him not being licensed/insured, I would just make sure to vet him.

But also with low debt or free and clear property that they can easily access any time in the future with a cash out refinance.

If the locals say it's rare then I would not worry.

This worries me a little.

Did a neighbor or the neighborhood worry them?

It only takes a few minutes to comply, and this way, you don’t have to worry about any decision they finalize on later.